| 100% | RADIO | 5 | 2003 Cuba Gooding, Jr. title role |
| 51% | RADIO | 5 | Cuba Gooding Jr. movie |
| 49% | SNOWDOGS | 8 | 2002 Cuba Gooding Jr. movie |
| 49% | SHOWMETHEMONEY | 14 | Cuba GOODing, Jr. film line |
| 46% | INSTINCT | 8 | 1999 drama starring Anthony Hopkins and Cuba Gooding Jr |
| 45% | INSTINCT | 8 | 1999 film drama starring Anthony Hopkins and Cuba Gooding Jr |
| 44% | SONOFDRACULA | 12 | Lon Chaney Jr. title role |
| 44% | IRONMAN | 7 | Robert Downey Jr. title role |
| 44% | BOYZNTHEHOOD | 12 | 1991 crime drama film starring Ice Cube and Cuba Gooding Jr |
| 44% | SNOW | 4 | & 18D 2002 family film starring Cuba Gooding Jr and James Coburn |
| 43% | TRE | 3 | Reva Styles' kid, played by Cuba Gooding Jr. in "Boyz n the Hood" |
| 42% | CHAPLIN | 7 | 1992 Oscar-nominated title role for Robert Downey Jr. |
| 41% | SON | 3 | Mason Gooding, to Cuba Gooding Jr. |
| 40% | ELF | 3 | 2003 Will Ferrell title role |
| 40% | ANNEREID | 8 | Actress who played the title role in 2003 film drama The Mother |
| 40% | BOYZNTHEHOOD | 12 | 1991 Oscar-nominated film starring Ice Cube and Cuba Gooding Jr. directed by 30-Across (4 wds.) |
| 36% | BADSANTA | 8 | 2003 Billy Bob Thornton title role ... and a hint to each set of puzzle circles |
| 35% | GUERIN | 6 | Veronica ___, 2003 title role for Cate Blanchett |
| 35% | CUBA | 4 | __ Gooding Jr. |
| 34% | SOPHIE | 6 | Meryl Streep's 1982 title role |
| 34% | FINIAN | 6 | 1968 Fred Astaire film title role |
| 34% | GREG | 4 | Thomas Gibson's sitcom title role |
| 34% | CHE | 3 | Del Toro or Sharif title role |
| 34% | ROCKFORD | 8 | 1970s James Garner TV title role |
| 34% | MRCHIPS | 7 | 1969 Peter O'Toole title role |
| 34% | CHE | 3 | 2008 Benicio Del Toro title role |
| 34% | MAMA | 4 | 1950s Peggy Wood TV title role |
| 34% | BEAST | 5 | 2017 Dan Stevens fantasy title role |
| 34% | CAPTAINPHILLIPS | 15 | Tom Hanks 2013 skipper title role |
| 34% | EVITA | 5 | Title role for Madonna |